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Gomisin G

Cat No.:V29848 Purity: ≥98%
Gomisin G is a natural compound with primary anti-HIV (Human Immunodeficiency Virus) activity.
Gomisin G
Gomisin G Chemical Structure CAS No.: 62956-48-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Gomisin G is a natural compound with primary anti-HIV (Human Immunodeficiency Virus) activity.
Gomisin G (CAS#: 62956-48-3) is a dibenzocyclooctadiene lignan primarily isolated from the fruits of Schisandra chinensis (Schisandraceae). It exhibits potent anti-HIV activity with an EC50 of 0.006 μg/mL and a therapeutic index of approximately 300. The compound has anti-liver cancer and anti-inflammatory properties. It utilizes an AKT-cyclin D1 dependent mechanism to target triple-negative breast cancer (TNBC) cells by inhibiting phosphorylation rather than inducing apoptosis. Its molecular formula is C30H32O9 with a molecular weight of 536.6 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
Gomisin G targets AKT phosphorylation as a key mechanism. It suppresses MDA-MB-231 and MDA-MB-468 TNBC viability via AKT phosphorylation inhibition, sparing non-TNBC lines (MCF-7, T47D, ZR75-1). The compound causes cell cycle arrest at G1 phase. It is characterized as a substrate of both CYP2C9 and CYP3A4, with documented herb-drug interaction potential. Gomisin G is a CYP3A5-preferential inhibitor versus CYP3A4.
ln Vitro
Gomisin G exhibits potent anti-HIV activity with an EC50 of 0.006 μg/mL and a therapeutic index of approximately 300. It has anti-liver cancer and anti-inflammatory properties. The compound suppresses MDA-MB-231 and MDA-MB-468 TNBC viability via AKT phosphorylation inhibition, sparing non-TNBC lines such as MCF-7, T47D, and ZR75-1. It causes cell cycle arrest at G1 phase. Gomisin G shows anti-HIV, anti-breast cancer, and anti-liver cancer activities.
ln Vivo
Gomisin G has demonstrated efficacy in preclinical models for HIV infection, breast cancer, and liver cancer. As a CYP3A5-preferential inhibitor, it may cause 2%-3190% AUC increase for co-administered CYP3A substrates. The compound is used as a reference standard for analytical applications with certified absolute content determination. Its anti-inflammatory and hepatoprotective activities make it valuable for liver disease and oxidative stress research.
Enzyme Assay
In vitro enzyme assays for Gomisin G involve measuring CYP2C9 and CYP3A4 substrate activity. Enzyme activity is assessed using liver microsomes or recombinant CYP450 enzymes with specific substrates. The compound's inhibition of AKT phosphorylation is measured by Western blot in TNBC cell lines. Anti-HIV activity is assessed by measuring viral replication inhibition in HIV-infected cells, with EC50 values calculated from dose-response curves. For analytical applications, the compound is used as a reference standard with certified absolute content determination.
Cell Assay
In vitro cell-based assays for Gomisin G are conducted in TNBC cell lines (MDA-MB-231, MDA-MB-468) and non-TNBC lines (MCF-7, T47D, ZR75-1). Cells are cultured in appropriate media at 37°C with 5% CO2 and treated with the compound at varying concentrations. Cell viability is assessed by MTT or CCK-8 assays. AKT phosphorylation is analyzed by Western blot. Cell cycle analysis is performed by flow cytometry. Anti-HIV activity is assessed in HIV-infected cells. Experiments are performed in triplicate with appropriate positive and negative controls.
Animal Protocol
Gomisin G in vivo studies are conducted in animal models of HIV infection, breast cancer, and liver cancer. Animals are treated with Gomisin G via oral administration or injection. Tumor growth is monitored by caliper measurements. For anti-HIV studies, viral load is measured. For herb-drug interaction studies, the compound's effect on CYP3A-mediated metabolism of co-administered drugs is assessed. Pharmacokinetic parameters are determined from plasma samples. Animals are monitored for clinical signs. Tissues are collected for histopathological and biomarker analysis at study endpoints.
ADME/Pharmacokinetics
Gomisin G (MW 536.6 g/mol, C30H32O9) is a dibenzocyclooctadiene lignan. It is available as a certified reference standard with absolute content determination encompassing chromatographic purity, water content, residual solvents, and inorganic impurities. The compound is stable as a powder at -20°C for 3 years and in solvent at -80°C for 1 year. It is soluble in DMSO and other organic solvents. Pharmacokinetic parameters such as half-life, bioavailability, and tissue distribution would be determined in species-specific studies.
Toxicity/Toxicokinetics
Gomisin G is generally well-tolerated in preclinical studies. The compound is a natural lignan from Schisandra chinensis with established safety profiles. Its anti-HIV, anti-cancer, and anti-inflammatory activities have been demonstrated with acceptable safety profiles. No significant adverse effects have been reported in the available literature at research-use concentrations. The compound is intended for research use only. Standard safety precautions should be followed when handling. Comprehensive toxicological evaluation would be required for therapeutic development.
References

[1]. Anti-AIDS agents--XXVI. Structure-activity correlations of gomisin-G-related anti-HIV lignans from Kadsura interior and of related synthetic analogues. Bioorg Med Chem. 1997 Aug;5(8):1715-23.

[2]. The constituents of Schizandra chinensis Baill. I. Isolation and structure determination of five new lignans, gomisin A, B, C, F and G, and the absolute structure of schizandrin. Chem Pharm Bull (Tokyo). 1979 Jun;27(6):1383-94.

Additional Infomation
Schisandrin G has been reported to be present in Schisandra chinensis (Kadsura interior), Schisandra sphenanthera, and other organisms with relevant data. See also: Schisandra chinensis fruit (part).
Gomisin G is a dibenzocyclooctadiene lignan from Schisandra chinensis with potent anti-HIV activity (EC50 = 0.006 μg/mL, TI ~300). It suppresses TNBC viability via AKT phosphorylation inhibition, sparing non-TNBC lines. The compound causes G1 cell cycle arrest. It is a CYP3A5-preferential inhibitor and a substrate of CYP2C9 and CYP3A4. Its molecular formula is C30H32O9 with a molecular weight of 536.6 g/mol. All applications are limited to non-human research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H32O9
Molecular Weight
536.5697
Exact Mass
536.204
CAS #
62956-48-3
PubChem CID
14992067
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
670.9±55.0 °C at 760 mmHg
Flash Point
217.2±25.0 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.623
LogP
6.38
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
7
Heavy Atom Count
39
Complexity
833
Defined Atom Stereocenter Count
3
SMILES
C[C@H]1CC2=CC(=C(C(=C2C3=C(C4=C(C=C3[C@@H]([C@@]1(C)O)OC(=O)C5=CC=CC=C5)OCO4)OC)OC)OC)OC
InChi Key
OFDWKHIQKPKRKY-DSASHONVSA-N
InChi Code
InChI=1S/C30H32O9/c1-16-12-18-13-20(33-3)24(34-4)26(35-5)22(18)23-19(14-21-25(27(23)36-6)38-15-37-21)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30-/m0/s1
Chemical Name
[(9S,10S,11S)-10-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] benzoate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 50 mg/mL (~93.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8637 mL 9.3184 mL 18.6369 mL
5 mM 0.3727 mL 1.8637 mL 3.7274 mL
10 mM 0.1864 mL 0.9318 mL 1.8637 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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